Department of Chemistry , National University of Singapore , 3 Science Drive 3 , Singapore 117543 , Singapore.
National University of Singapore (Suzhou) Research Institute , 377 Lin Quan Street, Suzhou Industrial Park , Suzhou , Jiangsu 215123 , PR China.
Org Lett. 2018 Sep 7;20(17):5515-5518. doi: 10.1021/acs.orglett.8b02519. Epub 2018 Aug 22.
The first phosphine-catalyzed enantioselective formal oxa-[4 + 2] reaction between nitroethylene and α-cyano-α,β-unsaturated ketones has been developed. In the presence of a dipeptide-based phosphine catalyst and achiral Brønsted acid additives, highly functionalized 3,4-dihydro-2 H-pyrans were obtained with excellent enantio- and diastereoselectivities.
首次发展了膦催化的硝基乙烯与α-氰基-α,β-不饱和酮的对映选择性形式氧杂-[4 + 2]反应。在二肽基膦催化剂和手性 Brønsted 酸添加剂的存在下,高官能化的 3,4-二氢-2H-吡喃以优异的对映选择性和非对映选择性得到。